In case I haven't made it clear: YOLO is generally used to justify actions that people understand to be idiotic or irresponsible. Or, on the positive side, to overcome fear -- skydiving (maybe that fits all the categories?). Point is, aphorisms are at least as dangerous as they are helpful.
Now for the curatorial bit. Three sites to keep you entertained and safely apart from societies many dangers.
Quarterly Co - Tastemakers from a wide variety of industries send you quarterly curated shipments of whatever they feel like. Check out the contributor list, it's pretty diverse - from MIT to Pharrell.
Uncrate - A site of cool stuff for dudes.
Trunk Club - For *free a personal stylist talks with you about what you need clothing-wise and then for *free they ship you a trunk filled with hand picked clothing. You have ten days to try things on and decide what you like. Keep only what you want and ship the rest back for *free. This way you never have to step foot into a god forsaken mall again.